The digital age we now live in is fundamentally changing how we relate to our perceptions and images. Daniel O'Shiel provides the first comprehensive phenomenology of virtual technology in order to show how the previously well-established experiential lines and structures between three basic categories of phenomenal experience our everyday perceptions of reality; our everyday fantasies of irreality; and our everyday engagements with external images, not least digital ones are becoming blurred, inverted or are even collapsing in a new era where a specific type of virtuality is coming to the fore. OShiel examines in depth just what this means for the phenomenology behind it, as well as the concrete practical consequences going forward. The work is divided into two main parts. In the first OShiel fully investigates the phenomenological natures of perception and imagination through close textual analyses of the relevant works by Edmund Husserl, Eugen Fink and Jean-Paul Sartre. In each phenomenologist perception and imagination are ultimately seen as different in kind, although the dividing line differs, especially with reference to a middle category of image-consciousness (Bildbewusstsein). This first part argues for basic phenomenological differences between perceptions; physical and external images; and more mental imagery, while also allowing for a more general gradation between them. The second part then applies these theoretical findings to some of the most influential virtual technologies today social media; online gaming; and some virtual, augmented and mixed reality technologies in order to show how previously clear categories of real and irreal, present and absent, genuine and fake, and even true and false, are becoming less so.